3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester

Base Information

Chemical Name:3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester
CAS No.:1168091-56-2
Molecular Formula:C₁₇H₂₁FN₄O₃Si
Molecular Weight:376.463
Hs Code.:

Synonyms:3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester

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Chemical Property of 3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester

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Technology Process of 3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester

There total 6 articles about 3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.3%

: 64-18-6
formic acid

: 1168091-53-9
5-aminomethyl-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-pyrazine-2-carboxylic acid methyl ester

: 1168091-56-2
3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester

Guidance literature:: formic acid; 5-aminomethyl-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-pyrazine-2-carboxylic acid methyl ester; With acetic anhydride; at 20 ℃; for 1.5h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

: 312736-49-5
3,5-dichloropyrazine-2-carboxylic acid

: 1168091-56-2
3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: toluene; hexane; methanol / 1 h / 0 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.42 h / 150 °C / Microwave irradiation; Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / 1.5 h / 760.05 Torr / Inert atmosphere

5.1: acetic anhydride / 1.5 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; acetic anhydride; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2014.08.008

Reference yield:

: 1168091-46-0
5-chloro-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-pyrazine-2-carboxylic acid

: 1168091-56-2
3-(2-fluoro-4-trimethylsilanyl-phenylamino)-5-formylaminomethyl-pyrazine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: toluene; hexane; methanol / 1 h / 0 - 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.42 h / 150 °C / Microwave irradiation; Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / 1.5 h / 760.05 Torr / Inert atmosphere

4: acetic anhydride / 1.5 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; acetic anhydride; In methanol; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2014.08.008